Cytotoxic activity and density functional theory studies of some 1,3-diphenylpyrazolyltetrahydropyrimidine derivatives

Abstract

Proclivity of tetrahydropyrimidinethione derivative encompassing 1,3-diphenylpyrazole moiety 1 was studied toward some carbon electrophiles in an attempt to synthesize some heteroannulated compounds. Also, pyrimidine dimer and pyrimidinotriazepine derivative were obtained through reactions with 1,2-diaminoethane and 2-cyanoacetohydrazide, respectively. Oxidation of the starting pyrimidinethione 2 was mainly dependent on the oxidizing agent used. The newly synthesized compounds were characterized by their analytical and spectral data including IR, 1H NMR, 13C NMR and mass spectral data. The synthesized compounds were examined as antitumor agents against four human different cancer cell lines including hepatocellular carcinoma (HePG2), breast adenocarcinoma (MCF7), prostate cancer (PC3) and colon cancer (HCT-116). The results obtained revealed that some of them exhibited satisfactory activities.